One of the Black Organization's most dangerous operatives (arguably the most dangerous one of those that have been introduced), and the one who is unknowingly responsible for Shin'ichi's current "vertically challenged" condition.

Tropes associated with him:

Authority Equals Asskicking: Gin is the most dangerous agent of the Organization we have seen so far and also appears to be one of the highest-ranked, as most other members are shown to defer to him and he can threaten even Vermouth without repercussions.

Dangerously Genre Savvy: He is this in spades. When one of his colleagues makes a mistake during a Hit (a tabloid photographer took a picture of a scandalous couple embracing, said colleague pointing at the chandelier with his gun was visible in the background) he instantly kills him, not even caring what information he may have about Sherry, a run-away colleague of his... because he already knows she's there, since he heard her panting in the chimney. He then proceeds to head to the roof of the building to catch Sherry, shooting her. And if he ends up getting hit with a tranqualizer? Shoots himself to push the needle out as fast as possible. And although Sherry got away, he knows she'll likely leave the town now that she was found out. (He's out-witted by Conan in this instance since he knows that Gin will think like that and her staying right where she is would be her best bet)

Gin has one instance of his genre-savviness getting the better of him. When he suspects that someone came to the rendevouz place a client had set up, he checks and sees nothing but lockers from a train station... he immediately begins to check them all, but Vodka stops him, saying that no grown person would fit into one of those lockers. Gin agrees, annoyed that he lost his head for a minute and leaves. (Said person was Conan, who fit into the locker decently enough with his child-body)

Death Glare: In episode 176 (Reunion with the Black Organization, Part 1), a driver attempted to call him out for jaywalking. It only took a brief moment of eye contact to end the argument before it even started.

The Dreaded: Even the normally stoic Ai is downright terrified of him.

Eyes Never Lie: Shinichi only had to look into his eyes to realize he was a cold-blooded killer.

Good Eyes, Evil Eyes: Gin's eyes are narrow and often at least partially obscured by his black hat or his long hair. What's more, he has unique pupils: Most characters have either large, detailed anime pupils or just black dots, while Gin's pupils are small, devoid of highlights and drawn with an intermittent outline, giving him a very unnerving glare.

The Heavy: Because the Boss is never seen, Gin is the main antagonist in most confrontations with the Black Organization. For one arc, Vermouth took over this role instead.

Hero Killer: Kicks the series off by murdering the protagonist, who only survives through an absurd stroke of luck that Gin couldn't possibly predict. He came quite close to killing several other main characters as well, and is one of the most feared men in the series.

Wrong Genre Savvy: He can predict his enemies' motives and actions and make accurate deductions from even the tiniest detail, but has no idea that one of his opponents is a genius detective in the body of a six-year old. This leads him to make several grave mistakes, such as not looking for his enemy in places where no adult could possibly hide.

The Watson: An evil version. Since's he considerably less intelligent and of lower rank than his partner, Gin can explain his plans and those of the Organization to Vodka (and therefore the audience) without having to talk to himself.

Sherry

Sherry

See: Ai Haibara

Vermouth

Vermouth aka Chris Vineyard aka Sharon Vineyard

The lead female operative of the Black Organization. Unlike her colleagues, she prefers to work on her own agenda. However, her most recent activities have shown her willingly working along side Bourbon.

She appears to be exceptionally skilled at impersonation, having successfully pretended the personae of Dr. Araide, Jodie Starling and Scar Akai throughout her work; her primary objective being to hunt down and kill Shiho Miyano (aka Ai Haibara).

After the events of her story arc, she gains a soft-spot for Shinichi; believing that he is the real Silver Bullet, and not Akai, that will eventually destroy the Black Organization.

Catch Phrase: "A secret makes a woman woman," spoken in the most godawful heavily-accented Engrish imaginable ("A secret makes a ooman ooman"). One kid even lampshades this in an episode. After he meets Vermouth, he is questioned by Conan, and replies that it was a woman who kept on repeating the word "horse" (uma).

Dartboard of Hate: Shown to have one, with a picture of pre-Apotoxin Haibara tacked on the dartboard with a giant "X" drawn over her face.

Enigmatic Minion: Emphasis on the "enigmatic" part. This especially applies because of the unusual amount of interest Vermouth has in Shinichi, as well as the way she is clearly not always working in the Organization's best interest, and has some sort of hidden agenda.

Femme Fatale: Mysterious, seductive and dangerous, she got all in one package.

Meaningful Name: Her codename alludes to her relationship with Gin, as mixing Gin and Vermouth is the recipe for that most famous of cocktails, the Martini. Her real name, Vineyard, might also hold significance, seeing how all female agents of the Organization have wine-based beverages as their codenames.

Ms. Fanservice: Occasionally seen to be wearing exposing sexy outfit once in a while.

During the time that she and Kir wore motorcycle suit during the assassination, Kir wore the suit modestly while her shown a fair bit of cleavage.

And now we get to see her communicating with Amuro through cellphone while bathing.(Bonus point for first time without makeup.)

The Nicknamer: Refers to Shinichi/Conan as "Silver Bullet" and Ran as "Angel".

Older Than They Look: Vermouth is shown in a flashback set at least twenty years ago. She looks exactly the same as she does now when she kills Jodie's father. She also is impersonating her own daughter, having first been Sharon Vineyard and then assuming the identity of Chris Vineyard as of Sharon's funeral.

Pet the Dog: A little gem. She put her coat on Conan to keep him warm before she escaped.

Broken Bird: Being in the Organization really didn't do any good to her emotional state, and she's said to have a very sad aura by Akai

Children Are Innocent: As a little girl, Akemi's innocent smile quenched a Killer of the Week's thirst for murder years ago. He was hoping for her to visit him once more and dissuade him again, but she was killed before she could return.

Even Evil Has Standards: In her first anime episode, she was very disgusted when one of her accomplices, Okita, tricked her into killing another (Akira Hirota) with poison. She was even more pissed when she learned Okita wanted to off her as well. It's similar in the manga, when she screams at Gin and Vodka for their similar action.

Older Than They Look: She was gooed enough at disguises to make herself pass as a schoolgirl in her first appearance, despite being at least in her mid-20's.

Out-Gambitted: Subverted. Akemi met up with Gin and Vodka and told them they wouldn't kill her or they'd never know where she put the money she stole for them... but they shot her to death and took the key to the locker where she hid it. However, Akemi had the last laugh: said locker key was false, and she gave the real one to Conan before dying.

As a result, this was less obvious in the anime: the episode where Akemi gets killed is the one immediately before the one where Haibara is introduced—yet Conan says in the latter episode that the Akemi case was "some time ago".

Reti Rony: In both anime and manga, she had intended to leave the Syndicate alongside Shiho and definitely get together with her boyfriend Akai as soon as she made a last robbery for the group. The Syndicate thought otherwise.

Schrödinger's Cast: The infamous anime fixup, as the anime adaptation of the relevant chapters (episode 12) changed the end to made her not a mook of the Dark Organization and she was kept alive, but since she needs to die for Ai's backstory to continue, an original episode (episode 128) was made before Ai's appearance at 129 so that she's Killed Off for Real.

Atsushi and Elena Miyano

Ai's and Akemi's parents, who worked on the APTX 4869 project. They died shortly after Ai's birth, supposedly in an accident. Ai later took over their research, but its exact goal and purpose has not yet been revealed.

Hidden Depths: Ai has never known them, but after meeting Conan's loving mother Yukiko she becomes bothered by the fact that her own parents both had an extremely unflattering reputation. She later finds out they were better people than commonly thought:

Atsushi was rejected by the scientific community as a deranged mind, but Agasa claims he was an open and friendly man when he met him.

Elena was known as "Hell's Angel" in the Organization and appeared cold and unapproachable even to Agasa. Turns out she was also a warm and caring mother: Before she died, she recorded 20 tapes for Ai, one for each of her first 20 birthdays, so that Elena could be close to her daughter on her way to adulthood.

Ice Queen: Elena had this reputation even within an Organization full of unrepentant killers.

Mad Scientist: Atsushi's peers thought he was this. The fact that he was apparently brillant and immoral enough to join the most dangerous criminal organization in the world and take on their most important research project lends credence to this, but we ultimately don't know his reasons or the goal of his research yet.

Posthumous Character: Both of them died long before the present story. Elena left tapes to Ai, however, which may or may not turn out to contain significant secrets.

Sugar And Ice Girl: What Elena actually was, as seen in both the tapes and Amuro's flashbacks about her, where she doesn't berate him for picking up fights with other kids, and tends to his bruises gently instead.

Tequila

Tequila

A large intimidating operative working in computer science. He was unintentionally killed shortly after his introduction

Sunglasses at Night: In a flashback from Chianti, he's seen with sunglasses. So he presumambly wore them in the night of his death.

Villainous Friendship: Seems to have decent friendship with Chianti and Korn because both of them share their hatred on Vermouth for leaving Calvados to die.

Pisco

Pisco aka Kenzou Masuyama

A major financer of the Black Organization as a car company chairman. He was killed by Gin personally for having been caught on camera during one of his murderings.

Death by Secret Identity: Gin killed Pisco before he had the chance to tell him that Shiho is shrunk into a body of little girl.

Evil Old Folks: Probably one of the oldest members in the Organization.

Good Smoking, Evil Smoking: Another member of the Organization who enjoys the occasional cigarette. This turns out to be his undoing when he stands in a puddle of high proof liquor and the fumes catch fire, allowing Ai and Conan to escape from him.

You Have Failed Me: Was killed by the Black Organization because he was caught on photos while killing a politician.

Irish

Noble Demon: He at least claims to be one, saying that he wants revenge for his old friend Pisco's death. It doesn't stop him from beating up Ran and Conan, tho.

Taking the Bullet: Conan tried to save an already wounded Irish, but Gin saw him and shot at him. Irish protected Conan, took the bullet and then kicked it, his Famous Last Words being a sort-of challenge to Conan/Shinichi: "Shinichi Kudo... keep coming after us!"

Kir

See: Rena Mizunashi

Rye

Rye

See: Shuuichi Akai

Bourbon

Bourbon

See: Tooru Amuro

Rum

Rum

Number Two: Supposed to be this in the Organization, apparently in a higher rank than even Vermouth or Gin.

Secret Identity: We only we know for certain that he's a man, he lacks an eye and uses a cane. So far, there are two men in the cast that fit in such a description: Chief Hyoue Kuroda from Nagano Police's first division, and his subordinate Inspector Kansuke Yamato.

Anti-Villain: Toyed with. While he has commited many crimes, the story often plays him up more as a frightened victim with animalistic reactions who kills when he cracks under pressure, rather than a fully malicious Monster who kills For the Evulz. OTOH, Haibara openly says he shouldn't be pitied as he's just too crazy to handle and did kill others for the heck of it.

Expository Hairstyle Change: We see him well-shaved and with short hair in an old photo. We "meet" him with a Beard of Sorrow and longer hair. And in his last appearance when he's in the forest with Mitsuhiko, his hair has grown past his shoulders.

Friend to All Living Things: Having lived near a forest when he was a child, he likes animals quite a lot. Specially fireflies, whom Numabuchi considers "his friends".

Pet the Dog: When finally caught by the police, he doesn't offer resistance and simply asks them to turn off their lights... since the fireflies will get scared. It turns out he wanted to see the forest of his childhood and the fireflies one last time before being executed for his deeds.

Red Herring: Invoked. Yusuke Sakata wanted to use them as one by killing and then framing him for the murders that he commited, since Numabuchi was involved in his father's death.

Rikumichi Kusuda

A lower rank Black Organization member who infiltrated Haido Central Hospital to search for Kir when she was being held custody by the FBI. Similar to Calvados, he committed suicide over being taking into custody by the FBI.

Driven to Suicide: He killed himself when he realized he couldn't escape the FBI during a car pursuit.

Elite Mook: He's not a high enough operative to have his own codename, but still played a pivotal role during the Kir arc.

Posthumous Character: Despite his small role, his death plays a part in the story as Bourbon searches for his whereabouts.

Red Herring: Andre Camel was thought to be the actual Black Organization spy before Rikumichi's reveal.

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